Natural

"Uhhhh Uhhh Uhhh," Jordan stammered not sure what to say.

"Nat..ur..al?" He managed to squeak out.

The nurse giggled out "Good girl."

Before Jordan could say anything about why she was calling him a girl, she was right back to his makeup. Before Jordan knew it, Jordan's makeup was finished and it looked stunning. Jordan was so shocked he didn't have anything to say. The nurse let out a gleeful giggle and started to put a wig and dress on Jordan. The wig was a black wig with a long bob cut and the dress was black and only came down to Jordan's mid thigh. She then guided Jordan towards the bed and laid him down.

"Excuse me nurse, you forgot my underwear."

Anna smiled and just said "Oh you wont be needing those."

She pressed a button just behind the bed and suddenly 4 arms came out of the corners and held Jordan down. They arms then flipped Jordan over, ass up now.

"It's time for you to begin to feel like a woman"

Anna opened the door and a machine was rolled in. It looked like a giant box, with a long arm and... IS THAT A DILDO?!?!

Jordan tried to wriggle free but it was no use. The dildo on that thing was massive and it was going to hurt.

"Please, please please I'm begging you don't do this. I have no clue why I'm here. Please stop this," Jordan pleaded.

Anna patted Jordan's head softly and the arms pushed Jordan's legs forward as to be ass way up now. Jordan could feel his hole being lubed up. Jordan cried before gagged again.

The dildo entered and slowly but surely began to pump in and out. In and out. In, out

In and out.

The machine started to pick up frequency. It was going faster and harder. Jordan couldn't take it; it hurt so bad.

Then suddenly it started to feel good. Jordan could feel something welling up inside. Something that Jordan had never felt quite before. It was so strong, so good.

"Well baby girl," Anna asked as the machine kept going, "Would you like to cum?"